Cheap flights To Winchester (DCA) from $24

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Cheap Flights to Winchester from $24 One Way, $48 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Mar 17 - Wed, Mar 18
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$48 Roundtrip, found 2 days ago
$48
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Mar 17 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Mar 18, priced at $48 found 2 days ago
Tue, Mar 31 - Tue, Apr 7
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Mar 31 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Apr 7, priced at $56 found 1 day ago
Thu, Feb 12 - Thu, Feb 19
ORD
O'Hare Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$56 Roundtrip, found 23 hours ago
$56
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Feb 12 from O'Hare Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Feb 19, priced at $56 found 23 hours ago
Wed, Feb 4 - Tue, Feb 10
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$63 Roundtrip, found 13 hours ago
$63
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Wed, Feb 4 from Fort Lauderdale - Hollywood Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Feb 10, priced at $63 found 13 hours ago
Wed, Apr 8 - Wed, Apr 8
IAH
George Bush Intercontinental
BWI
Baltimore Washington Intl. Thurgood Marshall
$68 Roundtrip, found 13 hours ago
$68
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Apr 8 from George Bush Intercontinental to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Apr 8, priced at $68 found 13 hours ago
Fri, Mar 20 - Mon, Mar 23
FLL
Fort Lauderdale - Hollywood Intl.
IAD
Washington Dulles Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select United flight, departing Fri, Mar 20 from Fort Lauderdale - Hollywood Intl. to Washington Dulles Intl., returning Mon, Mar 23, priced at $127 found 1 day ago
Wed, Feb 25 - Wed, Mar 4
IAH
George Bush Intercontinental
DCA
Ronald Reagan Washington National
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Feb 25 from George Bush Intercontinental to Ronald Reagan Washington National, returning Wed, Mar 4, priced at $128 found 4 days ago
Wed, Feb 18 - Sat, Feb 21
IAH
George Bush Intercontinental
IAD
Washington Dulles Intl.
$128 Roundtrip, just found
$128
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Feb 18 from George Bush Intercontinental to Washington Dulles Intl., returning Sat, Feb 21, priced at $128 just found
Thu, Feb 26 - Mon, Mar 2
FLL
Fort Lauderdale - Hollywood Intl.
DCA
Ronald Reagan Washington National
$129 Roundtrip, found 2 days ago
$129
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Feb 26 from Fort Lauderdale - Hollywood Intl. to Ronald Reagan Washington National, returning Mon, Mar 2, priced at $129 found 2 days ago
Wed, Feb 25 - Sat, Feb 28
FLL
Fort Lauderdale - Hollywood Intl.
DCA
Ronald Reagan Washington National
$130 Roundtrip, found 2 days ago
$130
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Feb 25 from Fort Lauderdale - Hollywood Intl. to Ronald Reagan Washington National, returning Sat, Feb 28, priced at $130 found 2 days ago

Winchester Flight Information

Traveling To
Winchester
Destination Airport IATA Code
DCA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, United, Southwest Airlines, JetBlue Airways
Flight Price
$48
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Winchester economy flight packages

Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University
3.0-star property

Kellogg Conference Hotel at Gallaudet University

Mar 6 - Mar 10

4 night stay

Dallas (DAL) to Washington (DCA)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $775, price is now $521 per person
$521
per person
found 1 day ago
Pendry Baltimore
5.0-star property

Pendry Baltimore

Feb 24 - Mar 3

7 night stay

Los Angeles (LAX) to Baltimore (BWI)

Southwest Airlines • Non-stop • Coach

Baltimore (BWI) to Los Angeles (LAX)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,358, price is now $1,592 per person
$1,592
per person
just found
DoubleTree by Hilton Washington DC - Crystal City
4.0-star property

DoubleTree by Hilton Washington DC - Crystal City

Feb 22 - Feb 26

4 night stay

Boston (BOS) to Washington (DCA)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $807, price is now $571 per person
$571
per person
found 1 day ago
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Winchester first class flight packages

Price found within the past 48 hours. Click for updated prices.
Sofitel Washington DC Lafayette Square
5.0-star property

Sofitel Washington DC Lafayette Square

9/10 Wonderful! (1,084 reviews)

Mar 6 - Mar 9

3 night stay

Los Angeles (LAX) to Washington (DCA)

United • FirstClass

Washington (DCA) to Los Angeles (LAX)

Delta • FirstClass
Price was $1,652, price is now $1,413 per person
$1,413
per person
found 10 hours ago
Hotel was decent but was definitely not a 5 star hotel.upon arrival no door man around to help with luggage. In fact throughout our 3 day stay there was never any staff at the front entry way! We had 4 outlets all near the bed that didn’t work. They sent someone to check it out immediately but they were never fixed. Food was decent and location excellent for seeing all the attractions in DC.

Reviewed on Sep 23, 2025

Hilton Washington DC Capitol Hill
4.0-star property

Hilton Washington DC Capitol Hill

9/10 Wonderful! (1,002 reviews)

Mar 6 - Mar 9

3 night stay

Los Angeles (LAX) to Baltimore (BWI)

United • FirstClass

Baltimore (BWI) to Los Angeles (LAX)

Delta • FirstClass
Price was $1,654, price is now $1,418 per person
$1,418
per person
found 10 hours ago
Great location. Easy walk to the metro. Pretty lobby with great bar and nice rooms.

Reviewed on Oct 27, 2025

The Jefferson, Washington, DC
5.0-star property

The Jefferson, Washington, DC

9.8/10 Exceptional! (982 reviews)

Mar 6 - Mar 9

3 night stay

Los Angeles (LAX) to Washington (DCA)

United • FirstClass

Washington (DCA) to Los Angeles (LAX)

Delta • FirstClass
Price was $2,009, price is now $1,729 per person
$1,729
per person
found 10 hours ago
Very good antique property

Reviewed on Jun 24, 2023

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Winchester

Start your search for cheap flights to Winchester on Orbitz. Orbitz is where you will discover guaranteed low prices on Winchester flights, as well as all of the following conveniences:

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Low Prices Guaranteed on Flights to Winchester

Orbitz offers large discounts on a wide range of Winchester flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Winchester while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to Winchester to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to Winchester. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

Frequently asked questions

Which airlines fly to Winchester?
With 20 airlines operating services to Washington Dulles Intl. Airport (IAD), the entryway to Winchester, the choice is all yours. Score an awesome deal among these renowned international airlines that'll get you to this city:

  • United Airlines - 442 flights to Winchester per month
  • Air Canada - 86 flights to Winchester per month
  • Avianca - 73 flights to Winchester per month

What is the best airport to fly to in Winchester?
Winchester, VA (WGO-Winchester Regional) is the main arrival point to the city, so your trickiest decision will be the window seat or the aisle seat. Downtown Winchester is around 3 miles away and where many travelers start their adventure.
How much is a flight to Winchester?
Lots of incredible deals were had this week, with return flights to Winchester fluctuating from $48 to $130. But it was travelers flying in from Atlanta (ATL) who snapped up the biggest bargains. One-way flights to Winchester fell to a low $24.
How to book the cheapest flight to Winchester?
Landing cheap flights to Winchester is as simple as booking your ticket with Orbitz. But if you want to make sure you're getting the best flight deals around, here are a few tips your wallet will love:

  • Depending on where you're coming from, click on the 'Nearby airports' function (located under the departure and arrival form fields). In some cases, other departure points offer more competitive fares.
  • Also, click on the 'Show flexible dates' option to view the prices on days either side of your selected departure. It's possible to pick up cheaper flight deals if your travel dates are flexible.
  • To filter your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose your preferred departure and arrival times under 'Sort & Filter' to the left.
  • Book your airfare as soon as you've sorted your travel dates. While it does happen occasionally, flights rarely drop in price as your date of departure nears.
  • Bundle your flights, hotels and car rental into a package deal and score great discounts. Save your money for things you're really excited about, like exploring Winchester.
  • Where possible, avoid traveling during the busy season. Airfares soar during school breaks, summer and other vacation periods like Easter and Christmas.

What is the best time to book a flight to Winchester?
Pick up a bargain and book your seats to Winchester in January. If you've missed this month, don't stress. February and August often have low airfares as well. Just make sure you don't sleep on a sale though — cheap flights come and go in an instant!
What day of the week is the cheapest to book a flight to Winchester?
When it comes to cheap flights to Winchester, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Winchester?
If you're looking for cheap flights to Winchester, depart early in the week. Orbitz data from 2020 shows Monday is the most affordable day to fly out, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to Winchester?
To book cheap flights to Winchester, you should pack your bags and depart in August. Orbitz data has found that this is generally the best month to save a bundle on your airfare. If you want to jet to Winchester in June, it's worth remembering that this is the most expensive time of year to take a trip.
Which airlines allow free cancellation?
Orbitz makes it easy to find carriers that offer flexibility. Simply click on "Filter by flexible change policies" when searching for your flights and bingo! We'll show you options that include free cancellation, no change fees and of course, the very best price.
What do I need for the flight to Winchester?
The secret to a comfortable flight is preparation. Listed below are some useful tips that'll help get you ready for your journey:

  • Your travel documents are the most important things you'll need to take with you on your flight. To avoid any dramas at the time of check-in, make sure that the personal info on your ticket corresponds with your government-issued ID.
  • Take some activities to keep you amused on your journey to Winchester. Books, magazines and electronic gadgets like e-readers and tablets will do the trick. Don't forget to take a refillable water bottle with you as well. Even on short flights, it's important to stay hydrated.
  • Whatever the temperature is doing outside, plane cabins can get cold. Bring a hoodie on board to stop the goose bumps.

How do I get cheap first-class/business deals to Winchester?
If you think a first or business-class ticket is beyond your grasp, you may want to think again. Here are some terrific tips to help you nab a premium flight to Winchester for less:

  • Flexibility isn't confined to yoga. Leave some room to move around your travel dates so you can snap up cheaper airfares when they crop up.
  • Plenty of low-cost carriers nowadays have outstanding business or premium-class seating that doesn't cost an arm and a leg.
  • Make the most of your airline's loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

What is the best time to go to Winchester?
There's no good or bad time to experience Winchester, though July, August and October are the most popular months. Like most places in the Northern Hemisphere, the summer commences June 20. If you'd rather hang out in a short-sleeved top than a big winter jacket, this time of year may be ideal for you. Expect average daily highs of 85 ºF and nightly lows around 65 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.